1-Acetyl-1H-pyrazol-3(2H)-one

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1-Acetyl-1H-pyrazol-3(2H)-one Basic information
Product Name:1-Acetyl-1H-pyrazol-3(2H)-one
Synonyms:1-(3-hydroxy-1H-pyrazol-1-yl)ethanone;1-Acetyl-1H-pyrazol-3(2H)-one;3H-Pyrazol-3-one, 1-acetyl-1,2-dihydro-;1-acetyl-2,3-dihydro-1H-pyrazol-3-one;1-neneneba acetyl 1,2-dihydro-3H-pyrazole-3-one;1-Acetyl1,2-dihydro-3H-pyrazole-3-one;2-acetyl-1H-pyrazol-5-one;1-ethylacyl-1H-pyridineazole-3(2H)-one
CAS:852471-15-9
MF:C5H6N2O2
MW:126.11
EINECS:
Product Categories:
Mol File:852471-15-9.mol
1-Acetyl-1H-pyrazol-3(2H)-one Structure
1-Acetyl-1H-pyrazol-3(2H)-one Chemical Properties
storage temp. Sealed in dry,Room Temperature
AppearanceWhite to light yellow Solid
Safety Information
MSDS Information
1-Acetyl-1H-pyrazol-3(2H)-one Usage And Synthesis
Synthesis
Acetic anhydride

108-24-7

3H-PYRAZOL-3-ONE, 1,2-DIHYDRO-

137-45-1

1-Acetyl-1H-pyrazol-3(2H)-one

852471-15-9

To a 100 mL round-bottomed flask equipped with a magnetic stirrer and a reflux condenser tube, 1,2-dihydro-3H-pyrazol-3-one (4.97 g, 59.11 mmol) and pyridine (25 mL, 309.1 mmol) were added sequentially. The reaction mixture was heated to 95 °C with continuous stirring. A solution consisting of acetic anhydride (5.6 mL, 59.35 mmol) dissolved in pyridine (10 mL, 123.6 mmol) was slowly added dropwise over 3 minutes. After the dropwise addition was completed, the reaction mixture continued to be stirred at 95 °C for 3 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting solid residue was ground with 40 mL of ether, subsequently filtered and washed with ether and finally dried to afford 1-acetyl-1H-pyrazol-3(2H)-one (6.96 g, 93% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 10.96 (s, 1H), 8.13 (d, J = 3.0 Hz, 1H), 6.01 (d, J = 3.0 Hz, 1H), 2.48 (s, 3H).

References[1] Patent: WO2018/64632, 2018, A1. Location in patent: Paragraph 00650; 00651
[2] Patent: WO2011/26937, 2011, A1. Location in patent: Page/Page column 26
[3] ChemMedChem, 2015, vol. 10, # 7, p. 1184 - 1199
[4] Patent: US2005/165005, 2005, A1. Location in patent: Page/Page column 44
[5] Patent: WO2013/162072, 2013, A1. Location in patent: Page/Page column 960
1-Acetyl-1H-pyrazol-3(2H)-one Preparation Products And Raw materials
Raw materials3H-Pyrazol-3-one, 1,2-dihydro--->Acetic anhydride-->5-Hydroxy-1H-pyrazole
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